5 Best Charming Rom-Coms Like 'How to Lose a Guy in 10 Days', Ranked by IMDb

5 Best Charming Rom-Coms Like 'How to Lose a Guy in 10 Days', Ranked by IMDb
Image credit: Warner Bros. Pictures, 20th Century Fox, Sony Pictures Releasing, Universal Pictures, Buena Vista Pictures Distribution

Romantic comedies can be smart, funny, and sincere.

Sparkling dialogue, crazy situations, and the chemistry between Kate Hudson and Matthew McConaughey make How to Lose a Guy in 10 Days the perfect choice for a cozy night in.

If you've watched it a hundred times and are looking for similar movies, we've rounded up five that share its love of witty dialogue, vibrant characters, and unexpected twists.

5. 'Something Borrowed', 2011

IMDb Score: 5.8/10

5 Best Charming Rom-Coms Like 'How to Lose a Guy in 10 Days', Ranked by IMDb - image 1

On the night of her 30th birthday, Rachel finds herself in bed with her longtime love, Dex. There's just one problem: Dex is engaged to her best friend.

The two try to keep what happened a secret from their friends while continuing to plan a lavish wedding. Of course, secrets have a way of coming out, which leads to total romantic chaos.

The movie knows how to entertain with its depiction of love triangles and secrets, as well as its exploration of the eternal conflict between true friendship and exhilarating love.

4. 'What Happens in Vegas', 2008

IMDb Score: 6.1/10

5 Best Charming Rom-Coms Like 'How to Lose a Guy in 10 Days', Ranked by IMDb - image 2

Joy, an energetic businesswoman, and Jack, an unemployed carpenter, meet in Las Vegas. After a night of heavy drinking, they get married.

After waking up, they immediately decide to get a divorce. However, while arguing, they accidentally drop a coin into a slot machine and hit the jackpot – 3 million dollars. The winning becomes a major obstacle because the money is now considered marital property, and both Joy and Jack wanted it for themselves.

The court orders them to live together for at least six months before making a final decision on the divorce and how to split the money.

3. 'Just Go with It', 2011

IMDb Score: 6.4/10

5 Best Charming Rom-Coms Like 'How to Lose a Guy in 10 Days', Ranked by IMDb - image 3

A successful plastic surgeon and confirmed bachelor devises a plan. To win over a young teacher, he asks his assistant to pose as his estranged wife, who supposedly wants a divorce.

The "ex-wife's" glamour and her heartwarming rapport with "his children" are meant to melt the teacher's heart. This ruse brings this motley crew together for a lavish Hawaiian vacation where each day adds new layers of deception and gradually shifts the dynamics between the travelers.

2. 'Leap Year', 2010

IMDb Score: 6.5/10

5 Best Charming Rom-Coms Like 'How to Lose a Guy in 10 Days', Ranked by IMDb - image 4

Anna, an American woman, was so tired of her partner's indecisiveness that she decided to take matters into her own hands. According to an old Irish tradition, during a leap year, a woman can propose to a man.

As luck would have it, her boyfriend is flying there on a business trip, so Anna sees this as an opportunity to jumpstart their relationship and propose to him on February 29. However, fate intervenes, and the journey to Dublin proves grueling due to bad weather and train delays.

Declan steps in to help her reach her destination. The more Anna gets to know Declan, the more her outlook on life begins to change.

1. '10 Things I Hate About You', 1999

IMDb Score: 7.4/10

5 Best Charming Rom-Coms Like 'How to Lose a Guy in 10 Days', Ranked by IMDb - image 5

Guys run terrified from Kat, a bold high schooler who lives life on her own terms, while her younger sister, Bianca, is constantly surrounded by admirers.

However, their father has set a strict rule: Bianca can't date until Kat has a boyfriend. One of Bianca's suitors decides to bribe Patrick, an eccentric bad boy, to make Kat fall for him.

This staged romance unexpectedly brings out the best in Patrick, and he begins to open his heart to the stirrings of first love.

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